AU594923B2 - Cephalosporin antibiotics - Google Patents
Cephalosporin antibiotics Download PDFInfo
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- AU594923B2 AU594923B2 AU42211/85A AU4221185A AU594923B2 AU 594923 B2 AU594923 B2 AU 594923B2 AU 42211/85 A AU42211/85 A AU 42211/85A AU 4221185 A AU4221185 A AU 4221185A AU 594923 B2 AU594923 B2 AU 594923B2
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- 229940124587 cephalosporin Drugs 0.000 title claims description 23
- 229930186147 Cephalosporin Natural products 0.000 title claims description 22
- 150000001780 cephalosporins Chemical class 0.000 title claims description 18
- 239000003242 anti bacterial agent Substances 0.000 title description 16
- 229940088710 antibiotic agent Drugs 0.000 title description 14
- 150000001875 compounds Chemical class 0.000 claims description 247
- -1 nitro, hydroxyl Chemical group 0.000 claims description 88
- 238000000034 method Methods 0.000 claims description 77
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- 238000002360 preparation method Methods 0.000 claims description 67
- 150000003839 salts Chemical class 0.000 claims description 59
- 239000002253 acid Substances 0.000 claims description 45
- 231100000252 nontoxic Toxicity 0.000 claims description 38
- 230000003000 nontoxic effect Effects 0.000 claims description 38
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims description 37
- 150000002148 esters Chemical class 0.000 claims description 35
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 32
- 229910052757 nitrogen Inorganic materials 0.000 claims description 24
- 238000006243 chemical reaction Methods 0.000 claims description 23
- 125000000217 alkyl group Chemical group 0.000 claims description 22
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 22
- 125000005843 halogen group Chemical group 0.000 claims description 21
- 125000003277 amino group Chemical group 0.000 claims description 18
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 17
- 239000012453 solvate Substances 0.000 claims description 17
- 125000003118 aryl group Chemical group 0.000 claims description 15
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- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims description 13
- 229910052751 metal Inorganic materials 0.000 claims description 13
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- 125000003545 alkoxy group Chemical group 0.000 claims description 7
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- 125000001786 isothiazolyl group Chemical group 0.000 claims description 3
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- 125000001624 naphthyl group Chemical group 0.000 claims description 3
- 125000001715 oxadiazolyl group Chemical group 0.000 claims description 3
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- 101100518413 Caenorhabditis elegans orc-2 gene Proteins 0.000 claims 1
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- 239000000969 carrier Substances 0.000 claims 1
- 125000002587 enol group Chemical group 0.000 claims 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 185
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- 125000005982 diphenylmethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 64
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- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 37
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 36
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- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 17
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- BCNZYOJHNLTNEZ-UHFFFAOYSA-N tert-butyldimethylsilyl chloride Chemical compound CC(C)(C)[Si](C)(C)Cl BCNZYOJHNLTNEZ-UHFFFAOYSA-N 0.000 description 1
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- WROMPOXWARCANT-UHFFFAOYSA-N tfa trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F.OC(=O)C(F)(F)F WROMPOXWARCANT-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D501/14—Compounds having a nitrogen atom directly attached in position 7
- C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
- C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
- C07D501/22—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with radicals containing only hydrogen and carbon atoms, attached in position 3
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/587—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with aliphatic hydrocarbon radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms, said aliphatic radicals being substituted in the alpha-position to the ring by a hetero atom, e.g. with m >= 0, Z being a singly or a doubly bound hetero atom
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D501/14—Compounds having a nitrogen atom directly attached in position 7
- C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
- C07D501/18—7-Aminocephalosporanic or substituted 7-aminocephalosporanic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D501/00—Heterocyclic compounds containing 5-thia-1-azabicyclo [4.2.0] octane ring systems, i.e. compounds containing a ring system of the formula:, e.g. cephalosporins; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
- C07D501/14—Compounds having a nitrogen atom directly attached in position 7
- C07D501/16—Compounds having a nitrogen atom directly attached in position 7 with a double bond between positions 2 and 3
- C07D501/20—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids
- C07D501/24—7-Acylaminocephalosporanic or substituted 7-acylaminocephalosporanic acids in which the acyl radicals are derived from carboxylic acids with hydrocarbon radicals, substituted by hetero atoms or hetero rings, attached in position 3
- C07D501/26—Methylene radicals, substituted by oxygen atoms; Lactones thereof with the 2-carboxyl group
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
- C07F7/1804—Compounds having Si-O-C linkages
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Cephalosporin Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB848411954A GB8411954D0 (en) | 1984-05-10 | 1984-05-10 | Cephalosporin antibiotics |
| GB8411954 | 1984-05-10 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU4221185A AU4221185A (en) | 1985-11-14 |
| AU594923B2 true AU594923B2 (en) | 1990-03-22 |
Family
ID=10560740
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU42211/85A Expired - Fee Related AU594923B2 (en) | 1984-05-10 | 1985-05-09 | Cephalosporin antibiotics |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US4666899A (no) |
| JP (1) | JPS6156185A (no) |
| KR (1) | KR850008345A (no) |
| AT (1) | AT391319B (no) |
| AU (1) | AU594923B2 (no) |
| BE (1) | BE902381A (no) |
| CH (1) | CH671765A5 (no) |
| DE (1) | DE3516777A1 (no) |
| DK (1) | DK205085A (no) |
| ES (1) | ES8702917A1 (no) |
| FR (1) | FR2564095B1 (no) |
| GB (2) | GB8411954D0 (no) |
| IT (1) | IT1181667B (no) |
| LU (1) | LU86153A1 (no) |
| NL (1) | NL8501324A (no) |
| NZ (1) | NZ212029A (no) |
| SE (1) | SE8502317L (no) |
| ZA (1) | ZA853518B (no) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4708955A (en) * | 1985-06-24 | 1987-11-24 | Bristol-Myers Company | 3-(substituted)propenyl-7-aminothiazol-ylcephalosporanic acids and esters thereof |
| US4799708A (en) * | 1986-10-27 | 1989-01-24 | Honda Giken Kogyo Kabushiki Kaisha | Off-road vehicle |
| JPH02124724A (ja) * | 1988-11-02 | 1990-05-14 | Taiyo Yuden Co Ltd | Ｍｎ−Ｚｎ系フェライト材料 |
| US6248881B1 (en) | 1991-03-08 | 2001-06-19 | Biochemie Gmbh | Intermediates and process for the production of 3-vinyl cephalosporins |
| GB0019124D0 (en) | 2000-08-03 | 2000-09-27 | Pfizer | Novel process |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4107431A (en) * | 1970-01-23 | 1978-08-15 | Glaxo Laboratories Limited | Δ3 -3-Vinyl or substituted vinyl-4-carboxy cephalosporins |
| GB1342241A (en) * | 1970-01-23 | 1974-01-03 | Glaxo Lab Ltd | Cephalosporin compounds |
| GB1399086A (en) * | 1971-05-14 | 1975-06-25 | Glaxo Lab Ltd | Cephalosporin compounds |
| US4409214A (en) * | 1979-11-19 | 1983-10-11 | Fujisawa Pharmaceutical, Co., Ltd. | 7-Acylamino-3-vinylcephalosporanic acid derivatives and processes for the preparation thereof |
| US4609730A (en) * | 1982-11-22 | 1986-09-02 | Fujisawa Pharmaceutical Co., Ltd. | 7-[substituted imino-2-(2-aminothiazol-4-yl)-acetamido]-3(2,2-dihalovinyl or ethynyl)-3-cephem-4-carboxylic acid (syn isomers), having antimicrobial activities |
| US4520022A (en) * | 1983-01-28 | 1985-05-28 | Bristol-Myers Company | Substituted vinyl cephalosporins |
| US4486586A (en) * | 1983-02-10 | 1984-12-04 | Bristol-Myers Company | Cephalosporin derivatives |
| DE3306102C1 (de) * | 1983-02-22 | 1984-08-02 | Ludwig Heumann & Co GmbH, 8500 Nürnberg | Pyridin-Pyrimidinon-Derivate,Verfahren zu ihrer Herstellung und diese Verbindungen enthaltende Arzneimittel |
-
1984
- 1984-05-10 GB GB848411954A patent/GB8411954D0/en active Pending
-
1985
- 1985-05-09 SE SE8502317A patent/SE8502317L/xx not_active Application Discontinuation
- 1985-05-09 US US06/732,094 patent/US4666899A/en not_active Expired - Fee Related
- 1985-05-09 KR KR1019850003162A patent/KR850008345A/ko not_active Application Discontinuation
- 1985-05-09 NL NL8501324A patent/NL8501324A/nl not_active Application Discontinuation
- 1985-05-09 GB GB08511703A patent/GB2159515B/en not_active Expired
- 1985-05-09 FR FR8507041A patent/FR2564095B1/fr not_active Expired
- 1985-05-09 ZA ZA853518A patent/ZA853518B/xx unknown
- 1985-05-09 ES ES542958A patent/ES8702917A1/es not_active Expired
- 1985-05-09 DE DE19853516777 patent/DE3516777A1/de not_active Withdrawn
- 1985-05-09 DK DK205085A patent/DK205085A/da not_active Application Discontinuation
- 1985-05-09 NZ NZ212029A patent/NZ212029A/xx unknown
- 1985-05-09 AU AU42211/85A patent/AU594923B2/en not_active Expired - Fee Related
- 1985-05-09 BE BE0/214983A patent/BE902381A/fr not_active IP Right Cessation
- 1985-05-09 AT AT0139685A patent/AT391319B/de not_active IP Right Cessation
- 1985-05-09 IT IT48062/85A patent/IT1181667B/it active
- 1985-05-09 JP JP60096827A patent/JPS6156185A/ja active Pending
- 1985-05-09 CH CH1982/85A patent/CH671765A5/de not_active IP Right Cessation
- 1985-11-07 LU LU86153A patent/LU86153A1/fr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB8511703D0 (en) | 1985-06-19 |
| ZA853518B (en) | 1987-01-28 |
| GB2159515B (en) | 1987-12-23 |
| GB8411954D0 (en) | 1984-06-13 |
| GB2159515A (en) | 1985-12-04 |
| ATA139685A (de) | 1990-03-15 |
| IT1181667B (it) | 1987-09-30 |
| DE3516777A1 (de) | 1985-11-14 |
| JPS6156185A (ja) | 1986-03-20 |
| IT8548062A0 (it) | 1985-05-09 |
| KR850008345A (ko) | 1985-12-16 |
| US4666899A (en) | 1987-05-19 |
| NL8501324A (nl) | 1985-12-02 |
| DK205085D0 (da) | 1985-05-09 |
| ES542958A0 (es) | 1987-01-16 |
| AU4221185A (en) | 1985-11-14 |
| LU86153A1 (fr) | 1986-03-24 |
| AT391319B (de) | 1990-09-25 |
| SE8502317L (sv) | 1985-11-11 |
| NZ212029A (en) | 1988-09-29 |
| CH671765A5 (no) | 1989-09-29 |
| SE8502317D0 (sv) | 1985-05-09 |
| ES8702917A1 (es) | 1987-01-16 |
| BE902381A (fr) | 1985-11-12 |
| FR2564095A1 (fr) | 1985-11-15 |
| FR2564095B1 (fr) | 1988-10-14 |
| DK205085A (da) | 1985-11-11 |
| IT8548062A1 (it) | 1986-11-09 |
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